Once in a lifetime experiences?

What have you done sexually speaking, that you would love to experience again? Was it a once in a lifetime experience or are you hoping for a repeat performance?

 

A few years back perhaps 2018 I invited the men of the 4 couples my wife and I play with to a private men get together at my very secluded up north cabin. The cabin is quite nice with all the amenities needed for a comfortable 3 day stay, toilet, shower and kitchen. big huge wraparound couch, its a one room playpen. Prior to going as we set up our fantasy trip was we talked about how awesome it would be to be naked free, sitting outside by the campfire naked and swallowing cock was the ultimate turn-on. Of the 5 of us both me and another are total bottoms for the most part. My ass was super wet and well fucked for 3 days. Loved every moment of it and want to do it again. Waking up was the best part, seeing 4 naked men all spread out and deciding who to taste 1st.

 

Right before the pandemic one of my boys and I went to Seattle for a long weekend. I went two entire days in full cross dress… red toenails, peep toe boots, everything. The sex seemed more amazing than usual, and that says something.
He’s now out of my life so probably won’t happen again.

 

My first experience having full-on naked sex with another person did not happen until I was in my early 20s, and it happened in a totally unexpected way. I had only fantasized about sex with women up that that point. Through a turn of events involving a guy giving me a massage after he noticed I was limping, I was suddenly in a situation where this older guy started turning me on with the attentive use of his hands and ultimately his mouth. I don't think I've ever ejaculated as much as I did during that first experience. It was an earth-shaking explosion that suddenly changed my life. I don't expect that once-in-a-lifetime experience will ever be repeated. You can only have a first experience once, I guess.

However, fifty years later, I continue to have great experiences with my girlfriend and a few select men. I've never regretted being pan sexual.

 

I'm still hoping for my once in a lifetime.

Waiting to hookup with a guy, I will only ever do it once I guess

The experience, I wanna suck his cock the moment it's exposed so I can tick that box and once I've crossed the line then I guess I've started so I hope he can fuck me to please me and get a load off then I'm hoping he will blow me because I want to be blown by a guy too.

Really wanting to take it up the ass but want to try it all except taking a load in my mouth. I just can't get to thinking I want to taste cum or blow g

 

I thought the same thing. I could get sucked by a guy once and get it out of my system. However once I got sucked by a guy I really wanted to suck a guy too. Well I’ll try that once too I thought. That was a slippery slope, now I can’t seem to stop.

 

That's ok if it pleases you, I haven't done it would like to try. If I like it I might suck some more cocks too

I guess there must be some that try Bi then decide to stay straight.

 

Circle jerks in my teens if I could only go back in time

 

Having my first experience with a crossdresser (and also first time with a man). Never saw his face as his flat was dark and his wig covered most of his face. He had one rule: you come to my flat, you unzip, I suck you off, you cum and you go home. And no talking. We agreed beforehand that I could fuck him as well. Had the biggest load ever. Never match the distance covered by my cum

 

Fucked a tranny once. And was in a 3 way mm twice. Both were things on my list

 

Yes, that 18 year old blonde in high school. The sky opened and the earth shook on that one. Just once more...is that so much to ask??

 

I wish, I think I'm past getting an 18yo Blonde now but I'm sure I would up for it given half a chance

 

Be careful talking about that. The Trannies get upset if you look at them as a conquest or a piece of meat.

I think it's just different things appeal to different people.

Probably plenty of guys would fuck a Tranny once if they knew what they are getting into, it's just sex and holds some allure to some people.

 

I would LOVE to experience my very first ejaculating orgasm again. The shock, the awe, the surprise, the guilt and the AMAZING physical sensations!!!!! I had plenty of "dry" orgasms before, but nothing like when the first time that I actually came!! It was so intense that I actually blacked out for a split second or two!!!

 

Yeah, I think that I'd want to experience that moment again, too. I thought I was dying; heart racing, started sweating profusely, vision blurred and out of focus and, yeah, I might have passed out for a second, but my girlfriend was excitingly saying, "You did it!" over and over. Once I came back to my senses, I asked her what I did and she pushed me up and pointed down to her pussy and said, "Look!" and I saw... a lot of white stuff oozing out of her, and she had to tell me that I had just shot the baby-making stuff... and wanted me to do it again.

Which I did and the second time wasn't as bad - and I never knew how she knew what that white stuff was but, yeah, that's a moment worth doing again.

 

One a now defunct forum, I met and PM'd a girl there for a couple of years. She sent a bunch of semi nude and nude photos. Some were very graphic and I returned the favors. She had mentioned once that she was in the Florida area and that if was ever travelled there, I should let her know and we could meet for drinks. I think we were both wondering if the pics we traded were real. I ended up going on business and we agreed to meet. She knew I liked blowjobs and we traded oral three times that night, once out on the balcony of the hotel overlooking the pool. I've lost track of her but I remember that my cock was actually sore when she left in the morning just from it being sucked so much.

 

for me, pegging

 

Pegging..had that once. A hand held dildo. I'd enjoy that again
Sucking a dick while being sucked. That was an amazing one of.
Having a woman on top of me, coming a gusher. That was cool.

 

There’s only one thing that I can call a one time experience and while I would much prefer to experience it with a partner, I would be happy to experience it again by myself.

That was the time I could not wait to masturbate and I was driving so I slipped out of my underwear but kept it inside my sweat pants. I grabbed myself over top of my pants and stroked, and when I ejaculated not long after I experienced a narrower field of vision, the orgasmic sensations spread through my entire body. I lost a bit of control because when I was done I realized I slowed right down.
I had to downshift and get back to the posted speed limit.
I would want to experience the full body orgasm not while driving though.

 

Definitely pegging. It's such an intimate moment. However, I would love to change that to having my first male experience (both sucking and fucking).